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A Concise Synthesis of Mupirocin H Using a Cross-Metathesis-Based Strategy

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dc.contributor.authorSengupta, Sandip-
dc.contributor.authorSim, Taebo-
dc.date.accessioned2021-09-05T06:31:35Z-
dc.date.available2021-09-05T06:31:35Z-
dc.date.created2021-06-15-
dc.date.issued2014-08-
dc.identifier.issn1434-193X-
dc.identifier.urihttps://scholar.korea.ac.kr/handle/2021.sw.korea/97849-
dc.description.abstractA highly efficient (10.1% overall yield) and convergent (longest linear sequence of 16 steps) synthesis of mupirocin H has been achieved, starting from commercially available (+)-(R)-Roche ester. The route relies on an efficient Grubbs cross-metathesis reaction to generate a key, late-stage E-olefin intermediate, and a cobalt-catalysed diastereoselective Reformatsky reaction to produce a beta-hydroxy ester that serves as a late-stage intermediate.-
dc.languageEnglish-
dc.language.isoen-
dc.publisherWILEY-V C H VERLAG GMBH-
dc.subjectENANTIOSELECTIVE SYNTHESIS-
dc.subjectREFORMATSKY REACTIONS-
dc.subjectDIMETHYL-SULFOXIDE-
dc.subjectCHIRAL SYNTHESIS-
dc.subjectGENE-CLUSTER-
dc.subjectOXIDATION-
dc.subjectALCOHOLS-
dc.subjectCOBALT-
dc.subjectORGANOBORANES-
dc.subjectSELECTIVITY-
dc.titleA Concise Synthesis of Mupirocin H Using a Cross-Metathesis-Based Strategy-
dc.typeArticle-
dc.contributor.affiliatedAuthorSim, Taebo-
dc.identifier.doi10.1002/ejoc.201402442-
dc.identifier.wosid000340460700016-
dc.identifier.bibliographicCitationEUROPEAN JOURNAL OF ORGANIC CHEMISTRY, v.2014, no.23, pp.5063 - 5070-
dc.relation.isPartOfEUROPEAN JOURNAL OF ORGANIC CHEMISTRY-
dc.citation.titleEUROPEAN JOURNAL OF ORGANIC CHEMISTRY-
dc.citation.volume2014-
dc.citation.number23-
dc.citation.startPage5063-
dc.citation.endPage5070-
dc.type.rimsART-
dc.type.docTypeArticle-
dc.description.journalClass1-
dc.description.journalRegisteredClassscie-
dc.description.journalRegisteredClassscopus-
dc.relation.journalResearchAreaChemistry-
dc.relation.journalWebOfScienceCategoryChemistry, Organic-
dc.subject.keywordPlusENANTIOSELECTIVE SYNTHESIS-
dc.subject.keywordPlusREFORMATSKY REACTIONS-
dc.subject.keywordPlusDIMETHYL-SULFOXIDE-
dc.subject.keywordPlusCHIRAL SYNTHESIS-
dc.subject.keywordPlusGENE-CLUSTER-
dc.subject.keywordPlusOXIDATION-
dc.subject.keywordPlusALCOHOLS-
dc.subject.keywordPlusCOBALT-
dc.subject.keywordPlusORGANOBORANES-
dc.subject.keywordPlusSELECTIVITY-
dc.subject.keywordAuthorTotal synthesis-
dc.subject.keywordAuthorNatural products-
dc.subject.keywordAuthorPolyketides-
dc.subject.keywordAuthorMetathesis-
dc.subject.keywordAuthorReformatsky reaction-
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